Name | Pyrithiobac-sodium |
Synonyms | Staple STAPLE KIH 2031 dpx-pe350 DPX-PE350 PYRITHIOBAC-SODIUM Pyrithiobac-sodium pyrithiobac sodium salt Pyrithiobac sodium salt Sodium 2-chloro-6-((4,6-dimethoxy-2-pyrimidinyl)thio)benzoate sodium 2-chloro-6-((4,6-dimethoxy-2-pyrimidinyl)thio)benzoate 2-chloro-5-(4,6-dimethoxypyrimidin-2-ylthio)benzoic sodium salt sodium 2-chloro-6-[(4,6-dimethoxypyrimidin-2-yl)sulfanyl]benzoate 2-Chloro-6-{(4,6-dimethoxy-2-pyrimidinyl)thio}benzoic acid sodium salt 2-chloro-6-{(4,6-dimethoxy-2-pyrimidinyl)thio}benzoic acid sodium salt |
CAS | 123343-16-8 |
EINECS | 602-931-3 |
InChI | InChI=1/C13H11ClN2O4S.Na/c1-19-9-6-10(20-2)16-13(15-9)21-8-5-3-4-7(14)11(8)12(17)18;/h3-6H,1-2H3,(H,17,18);/q;+1/p-1 |
Molecular Formula | C13H10ClN2NaO4S |
Molar Mass | 348.74 |
Melting Point | 233-234°C |
Boling Point | 546.4°C at 760 mmHg |
Flash Point | 234°C |
Water Solubility | 705 g/L (pH7) |
Solubility | Aqueous Base (Slightly), Water (Slightly) |
Vapor Presure | 8.97E-13mmHg at 25°C |
Appearance | Solid |
Color | Yellow to Dark Yellow |
Storage Condition | Keep in dark place,Inert atmosphere,2-8°C |
Stability | Hygroscopic |
Physical and Chemical Properties | Melting Point: 233-234°C decomposition temperature: 234°C water solubility: 705g/L (pH7) |
Toxicity | LD50 in male, female rats (mg/kg): 1000-3000, 3000-5000 orally; LD50 in rats (mg/kg): >2000 dermally (Takahashi) |
Decomposition | 234 ºC |
EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
overview | sulfuryl sulfide (Pyrithiobac-sodium) is also known as sulfuryl sulfide. Low toxicity, it is an acetolactate synthase inhibitor. It can control annual and perennial grass weeds and most broadleaf weeds in cotton fields. It has a good control effect on difficult weeds such as all kinds of morning glory, cocklebur, Abutilon, Arabian sorghum, etc. Used in cotton fields, can be used before and after seedlings, soil treatment and stem and leaf treatment can be used. Spray 30-70g of 10% wettable powder or 8-25g of 28% suspending agent per mu to water. It is a new generation of broad-spectrum herbicide developed by Japan's Combined Chemical Company and listed in 1994. |
synthesis method | for the synthesis of sulfuryl, the key is the synthesis of free sulfuryl. A large number of documents show that there are two main synthetic routes. The first is synthesized by 2-chloro-6-mercaptobenzoic acid and methanesulfonyl pyrimidine. The synthetic route is as follows: Figure 2 shows the synthetic route 1 of pyrimidine. Dissolve 2-chloro-6-mercaptobenzoic acid in tetrahydrofuran, and condensate with 2-methylsulfonyl-4, 6-dimethoxypyrimidine in the presence of potassium carbonate to obtain free cymoxalite, which then reacts with sodium carbonate to obtain cymoxalite. The second method is the reaction of 2-chloro-6-aminobenzoic acid and mercaptopyrimidine to obtain [2]. The synthetic route is as follows: Figure 2 shows the second synthetic route of sulfuryl sulfide. 2-chloro-6-aminobenzoic acid is diazotized to obtain diazonium salt, and then it is condensed with 2-mercapto-4, 6-dimethoxypyrimidine at low temperature, and finally with sodium carbonate to form a salt of sulfura. [Advantage] Chemical structure type: pyrimidine hydronic acid. Applicable crops: mainly used in cotton fields, can be used before and after seedlings, land treatment and stem and leaf treatment can be used. Less dosage: stem and leaf treatment, 3 g (active substance)/mu, land treatment 7 g (active substance)/mu. Safety: High safety for cotton. Because it can be quickly degraded in cotton plants. The dosage form that has been promoted abroad: water dispersible granules. We are studying the herbicidal mulching film with sulfuryl sulfide, which is another effective way to promote the application of the herbicide. |
significance | among many chemical herbicides, pyrimidine (sulfur) benzoate herbicides are a kind of excellent and new herbicides for rice fields and cotton, with the characteristics of high efficiency, low toxicity and low residue. Among them, sulphosulfide is a special cotton herbicide, which is safe for cotton. China is a large cotton producer and the development of cotton herbicides is imminent. At present, the domestic use of cotton field herbicide varieties, the control effect is not ideal, some weeds also produce drug resistance, and imported herbicide price is expensive, so we develop the sulfuron is of great significance to China's cotton production. |
references | [1] Li mei, Gao xingxiang, Gao zongjun, Wang Qing, Bai diankui. determination of safety and herbicidal biological activity of sulphosulfide to cotton [J]. pesticide, 2009,48(07):538-541. [2] Wu Yunlong. Study on Synthesis of Cyprofura Sulfide Herbicide and Diaryl Sulfide [D]. Shandong University, 2008. [3] Qian Taotao. Synthesis of Cyprothione [D]. Soochow University, 2007 |
Use | Used to control annual and perennial broadleaf weeds in cotton fields |